23259-98-5

Basic information

• Product Name: Triphenyl(2-thienylmethyl)phosphonium bromide
• Synonyms: (2-Thienylmethyl)triphenylphosphonium bromide;2-Thenyltriphenylphosphonium bromide;2-Triphenylphosphonium bromide-thiophene;Triphenyl(2-thienylmethyl)phosphonium bromide;2-Thienyltriphenylphosphonium bromide;(Thiophen-2-yl)MethyltriphenylphosphoniuM broMide
• CAS NO: 23259-98-5
• Molecular Formula: Br*C₂₃H₂₀PS
• Molecular Weight: 439
• Mol File: 23259-98-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: >300℃
• Appearance: /
• CAS DataBase Reference: Triphenyl(2-thienylmethyl)phosphonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Triphenyl(2-thienylmethyl)phosphonium bromide(23259-98-5)
• EPA Substance Registry System: Triphenyl(2-thienylmethyl)phosphonium bromide(23259-98-5)

Safety Data

• Hazardous Substances Data: 23259-98-5(Hazardous Substances Data)

Usage

General Description

Triphenyl(2-thienylmethyl)phosphonium bromide is a chemical compound with the molecular formula C25H21BrP. It is a quaternary phosphonium salt and is used as a reactant in organic synthesis, particularly in the preparation of dithiolanes and thioethers. It is a colorless to off-white solid and is typically handled in a laboratory setting. Triphenyl(2-thienylmethyl)phosphonium bromide is known to be air and moisture sensitive, and should be stored and handled in a controlled environment. Triphenyl(2-thienylmethyl)phosphonium bromide is not considered to be a highly hazardous chemical, but proper safety precautions should be taken when handling and using this compound.

Upstream product

• 6399-81-1 triphenylphosphine hydrobromide 
• 636-72-6 2-thiophenemethanol 
• 603-35-0 triphenylphosphine 
• 554-14-3 2-Methylthiophene 
• 45438-73-1 2-thenyl bromide 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 247113-56-0 2,5-bis[(2-thienyl)(triphenylphosphoranylidene)acetyl]thiophene 
• 148080-33-5 N,N-diethyl-4-((E)-2-(thiophen-2-yl)vinyl)aniline 
• 223377-42-2 (E)-1-(4-N,N-dimethylaminophenyl)-2-(2-thienyl)ethylene 
• 13640-78-3 (E)-1,2-bis(2-thienyl)ethene 
• 1309956-57-7 trans-5-(2-(4-p-tolyl-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)vinyl)thiophene-2-carbaldehyde 
• 259653-90-2 C₁₆H₁₉NS 
• 481643-14-5 C₁₇H₁₉NOS 

Relevant articles and documents

Nonlinear optical chromophores containing a novel pyrrole-based bridge: Optimization of electro-optic activity and thermal stability by modifying the bridge

Three novel second order nonlinear optical chromophores based on julolidinyl donors and tricyanovinyldihydrofuran (TCF) acceptors linked together via modified pyrrole π-conjugation (chromophores A and B) or thiophene moieties (chromophore C) as the bridges have been synthesized and systematically characterized. In particular, the pyrrole moiety bridge has been modified with the electron withdrawing group (-Br, -NO2) substituted benzene ring. The introduction of side phenyl groups to chromophores A and B can increase the thermal and chemical stability and reduce dipole-dipole interactions so as to translate their hyperpolarizability (β) values into bulk EO performance more effectively than chromophore C. Moreover, DFT calculations suggested that the additional electron withdrawing groups in chromophores A and B could increase the β value compared to that of chromophore D without substituted phenyl groups, and they showed different influences on the solvatochromic behavior, thermal stability, and electro-optic activity of the chromophores. EO responses (r33 values) of guest-host polymers containing pyrrole-bridged chromophores were reported. Incorporation of chromophores A and B into APC provided large electro-optic coefficients of 86 and 128 pm V-1 at 1310 nm with a high loading of 30 wt%. Film-C/APC containing 25 wt% of chromophore C provides an EO coefficient of 98 pm V-1.

Organic second-order nonlinear optical chromophore, synthetic method and application

The invention discloses an organic second-order nonlinear optical chromophore, a synthetic method and an application. The organic second-order nonlinear optical chromophore is provided with a structure of a Formula (CL) or Formula (HCL): FORMULA, wherein G is H, para-alkoxyphenyl, thienyl, or para-dialkyl aminophenyl; R1 is alkyl, benzyl, and halogenated alkyl; R2 is methyl or trifluoromethyl; R3 is alkyl, phenyl, replaced phenyl, replaced thienyl or hydroxyalkyl. The organic second-order nonlinear optical chromophore with D-Pi-A structure has simple synthetic step and high preparation yield; besides, it has good solubility in the most organic solvent and high thermal stability; the organic second-order nonlinear optical chromophore can be widely applied to the field of optical information material.

Synthesis, spectral properties and photobehaviour of push-pull distyrylbenzene nitro-derivatives

Six novel asymmetric 2,5-distyryl-furan, 2,5-distyryl-thiophene and 2,6-distyrylpyridine derivatives, bearing an electron acceptor (p-nitro) group at one side and an electron donor (p-methoxy or p-dimethylamino) group at the other side, have been prepared. The experimental absorption properties have been measured and compared with the computed parameters. Theoretical and experimental results indicate that one conformational isomer (the compressed one) is largely prevalent in all compounds. The measured radiative and reactive relaxation properties of these donor/acceptor disubstituted compounds were also compared with those of the unsubstituted analogues previously investigated. The presence of the donor/acceptor groups leads to a significant increase of the charge transfer character of both the ground and the excited states and to strong red shifts of the absorption spectra, an effect that can be useful for potential applications in material science. The fluorescence/photoisomerization competition of the furan and thiophene derivatives was found to be rather similar to that of the unsubstituted analogues whereas significant changes were found for the pyridine derivatives where a drastic decrease of fluorescence, a sizable increase of photoisomerization and a predominance of radiationless deactivation to the ground state becomes operative.